2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole

Base Information

• Chemical Name: 2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole
• CAS No.: 329203-85-2
• Molecular Formula: C9H13NSSi
• Molecular Weight: 195.36
• Hs Code.: 2934100090
• European Community (EC) Number: 964-306-4
• Nikkaji Number: J1.877.063F
• Mol file: 329203-85-2.mol

Synonyms:329203-85-2;2-methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole;2-methyl-4-((trimethylsilyl)ethynyl)thiazole;2-METHYL-4-TRIMETHYLSILANYLETHYNYL-THIAZOLE;Trimethyl-[2-(2-methyl-1,3-thiazol-4-yl)ethynyl]silane;C9H13NSSi;2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole;SCHEMBL1243386;UKKNFAGXYOWTDR-UHFFFAOYSA-N;AKOS006290607;FT-0725911;EN300-131377

Chemical Property of 2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole

Chemical Property:

• Boiling Point: 231℃
• Flash Point: 93℃
• PSA: 41.13000
• Density: 1.02
• LogP: 2.68040
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 195.05379713
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

98%Min ^*data from raw suppliers

2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CS1)C#C[Si](C)(C)C
• Uses: 2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole (CAS# 329203-85-2) is an intermediate in the synthesis of MTEP Hydrochloride (M759900), a potent mGlu5 receptor antagonist, acting as a negative allosteric modulator.

Technology Process of 2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole

There total 5 articles about 2-Methyl-4-[2-(trimethylsilyl)ethynyl]-1,3-thiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

1-chloro-4-(trimethylsilyl)but-3-yn-2-one (18245-82-4) + thioacetamide (62-55-5) → 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole (329203-85-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm025570j

Reference yield: 70.0%

trimethylsilylacetylene (1066-54-2) + 4-bromo-2-methyl-1,3-thiazole (298694-30-1) → 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole (329203-85-2)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; for 72h; Inert atmosphere;

Reference yield:

Bis(trimethylsilyl)ethyne (14630-40-1) → 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole (329203-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / CH₂Cl₂ / 0 - 25 °C

2: 9.40 g / dimethylformamide / 17 h / 25 °C

With aluminium trichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050570f

upstream raw materials:

1-chloro-4-(trimethylsilyl)but-3-yn-2-one

thioacetamide

Bis(trimethylsilyl)ethyne

trimethylsilylacetylene

Downstream raw materials:

(2-Methyl-4-thiazolyl)acetylene